Addition of Di(trimethylsilyl) Phosphite to Schiff Bases of 2,5-Diformylfuran
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Data
2011-11Autor
Lewkowski, Jarosław
Dzięgielewski, Marek
Szcześniak, Aleksandra
Ciechańska, Magdalena
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A series of 2,5-Furanyl-bis-(aminomethylphosphonic Acids) has been synthesized by the addition of di(trimethylsilyl) phosphite to azomethine bond of achiral Schiff bases derved from 2,5-diformylfuran. The stereochemical aspect of this reaction has been studied and compared with the behaviour of achiral terephthalic Schiff bases in similar reaction. Whereas, addition to achiral terephthalic Schiff bases was found to be highly stereoselective, the analogous reaction with achiral 2,5-diformylfuran Schiff bases was stereoselective exclusively in the case when the substituent is benzyl.
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